Sodium → (5-Fluoro-2-phenoxy-phenyl)-{5-methoxy-2-[2-(mesyloxy-)-ethoxy]-benzyl}-amine

HRID 1717514

反応式

HRID 1717514 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:6]([NH2:8])[CH:7]=1.[CH3:16][O:17][C:18]1[CH:19]=[CH:20][C:21]([O:26][CH2:27][CH2:28][O:29][S:30]([CH3:33])(=[O:32])=[O:31])=[C:22]([CH:25]=1)[CH:23]=O.[Na]>ClC(Cl)C.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:6]([NH:8][CH2:23][C:22]2[CH:25]=[C:18]([O:17][CH3:16])[CH:19]=[CH:20][C:21]=2[O:26][CH2:27][CH2:28][O:29][S:30]([CH3:33])(=[O:31])=[O:32])[CH:7]=1

参加物

6

反応物 3

HCID 5360545SodiumHCID 196271325-Fluoro-2-phenoxyanilineHCID 597658555-Methoxy-2-(2-mesyloxyethoxy)-benzaldehyde

生成物 1

HCID 86621787(5-Fluoro-2-phenoxy-phenyl)-{5-methoxy-2-[2-(mesyloxy-)-ethoxy]-benzyl}-amine収率 62%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 63651,1-Dichloroethane溶媒

実験手順

To stirred solution of 9.1 g (45 mmol) 1b, 12.3 g (45 mmol) 4a and one drop of glacial acid in 60 ml dichloroethane (pH=5) were added 14.8 g (70 mmol) sodium tris-acetoxy hydro borane. The reaction mixture was stirred over night and diluted with 5 ml water. The pH value was adjusted with aqueous sodium hydroxyd solution to pH=8-9. The mixture was extracted three times with dichloromethane. The combined organic phases were washed with water and brine and were dried with magnesium sulfate. The desired crude product 4b was obtained in 62% yield (12.9 g, 27.9 mmol) as yellow oil. The crude product 4b was used without further purification.

後処理

  1. extractionThe mixture was extracted three times with dichloromethane
  2. washThe combined organic phases were washed with water and brine
  3. dry with materialwere dried with magnesium sulfate

出典と根拠

ORDレコード
ord-787d6f34270a46d5a6eeb4857bbad118
出典データセット
uspto-grants-2010_09
特許番号
US07803960B2

関連ノート

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